The Synthesis of Substituted Terphenyls

Ames, G. R.

doi:10.1021/cr50023a004

Cited by 14 publications

(7 citation statements)

References 82 publications

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“…In addition, many substituted terphenyl compounds have been prepared by methods of more limited scope, especially by dehydrogention of the corresponding cyclohexanes, cyclohexenes, or similar compounds, which can be synthesized by a number of methods. The synthesis of substituted terphenyl was comprehensively reviewed by Ames in 1958 19 1 List of Natural Terphenyls 10 no .

…”

Section: 1 General Methods For the Synthesis Of Substituted Terphenylsmentioning

confidence: 99%

Natural Terphenyls: Developments since 1877

2006

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…”

Section: 1 General Methods For the Synthesis Of Substituted Terphenylsmentioning

confidence: 99%

Natural Terphenyls: Developments since 1877

2006

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“…For the synthesis of terphenyls, see: Ames (1958). For the synthesis and applications of the title compound, see: Bredow et al (1970); Geng et al (2002); Martin & Segura (1999).…”

Section: Related Literaturementioning

confidence: 99%

“…For a review on the synthesis of substituted terphenyls see Ames (1958). For the synthesis of the title compound, see Bredow et al (1970).…”

Section: S1 Commentmentioning

confidence: 99%

2,3-Bis(bromomethyl)-1,4-diphenylbenzene

2009

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In the title compound, C20H16Br2, the terminal phenyl groups are twisted away from the central ring by approximately 55 and −125° (average of four dihedral angles each), respectively. The crystal structure is stabilized by a combination of intermolecular and intramolecular interactions including intermolecular π–π stacking interactions [C atoms of closest contact = 3.423 (5) Å].

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“…Benzene, a six‐membered hydrocarbon aromatic ring system, is one of the most abundant structural features in chemistry, ranging from e.g., natural products, [1] ligand systems for metal complexes [2] to pharmaceuticals. [3] The benzene ring possesses manifold interesting electronic properties which makes it indispensable as building block in extended conjugated systems used as organic semiconductors.…”

Section: Introductionmentioning

confidence: 99%

Four‐Step Domino Reaction Enables Fully Controlled Non‐Statistical Synthesis of Hexaarylbenzene with Six Different Aryl Groups**

et al. 2021

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Hexaarylbenzene (HAB) derivatives are versatile aromatic systems playing as ignificant role as chromophores, liquid crystalline materials,m olecular receptors,m olecularscale devices,o rganic light-emitting diodes and candidates for organic electronics.S tatistical synthesis of simple symmetrical HABs is knownv ia cyclotrimerization or Diels-Alder reactions.Bycontrast, the synthesis of more complex, asymmetrical systems,a nd without involvement of statistical steps,r emains an unsolved problem. Here we present ag enerally applicable synthetic strategy to access asymmetrical HAB via an atomeconomical and high-yielding metal-free four-step domino reaction using nitrostyrenes and a,a-dicyanoolefins as easily available starting materials.R esulting domino product-functionalized triarylbenzene(TAB)-can be used as akey starting compound to furnish asymmetrically substituted hexaarylbenzenes in high overall yield and without involvement of statistical steps.T his straightforwardd omino process represents adistinct approachtocreate diverse and still unexplored HAB scaffolds,containing six different aromatic rings around central benzenec ore.

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The Synthesis of Substituted Terphenyls

Cited by 14 publications

References 82 publications

Natural Terphenyls: Developments since 1877

Natural Terphenyls: Developments since 1877

2,3-Bis(bromomethyl)-1,4-diphenylbenzene

Four‐Step Domino Reaction Enables Fully Controlled Non‐Statistical Synthesis of Hexaarylbenzene with Six Different Aryl Groups**

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